N-methyl-N-(3-trifluoromethylphenylsulfenyl)-carbonyloxime-carbamates

Abstract

N-methyl-N-(3-trifluoromethylphenylsulfenyl)-carbonyloxime-carbamates of the formula ##STR1## in which R 1 and R 2 each independently is hydrogen, alkyl, alkenyl, alkynyl, alkoxy, alkylthio, alkoxycarbonyl, aminocarbonyl or alkylthioalkyl, or together are ##STR2## R 3 is hydrogen or halogen, R 4 is hydrogen or C 1 -C 4 alkyl, and X is oxygen or sulfur, Which possess insecticidal, acaricidal, nematicidal, fungicidal and bactericidal properties.

What is claimed is: 
     
       1. An N-sulfenylated oxime-carbamate of the formula ##STR46## in which R 1  and R 2  each independently is hydrogen, alkyl, alkenyl, alkynyl, alkoxy, alkylthio, alkoxycarbonyl, aminocarbonyl or alkylthioalkyl, R 3  is hydrogen or halogen.   
     
     
       2. A compound according to claim 1, in which R 1  is hydrogen, straight-chain or branched alkyl with 1- 4 carbon atoms, alkylthio with 1-4 carbon atoms, alkoxycarbonyl with 1-4 carbon atoms in the alkyl moiety, dialkylaminocarbonyl with 1-4 carbon atoms in each alkyl moiety, or alkylthioalkyl with up to 4 carbon atoms in each alkyl moiety, and R 2  is alkylthio with 1-4 carbon atoms or alkylthioalkyl with 1-4 carbon atoms in each alkyl moiety. 
     
     
       3. The compound according to claim 1 wherein such compound is N-methyl-N-(3-trifluoromethylphenylsulfenyl)-1-methylthioacetaldoxime-carbamate of the formula ##STR47## 
     
     
       4. The compound according to claim 1 wherein such compound is N-methyl-N-(3-trifluoromethylphenylsulfenyl)-2-methyl-2-methylthiopropionaldoxime-carbamate of the formula ##STR48## 
     
     
       5. The compound according to claim 1 wherein such compound is N-methyl-N-(3-trifluoromethylphenylsulfenyl)-1-methylthioglyoxylic acid dimethylamide oxime-carbamate of the formula ##STR49## 
     
     
       6. An insecticidal, acaricidal, nematicidal, fungicidal or bactericidal composition containing as active ingredient an insecticidally, acaricidally, nematicidally, fungicidally or bactericidally effective amount of a compound according to claim 1 in admixture with a diluent. 
     
     
       7. A method of combating insects, acarids, nematodes, fungi or bacteria which comprises applying to the insects, acarids, nematodes, fungi or bacteria or to a habitat thereof an insecticidally, acaricidally, nematicidally, fungicidally or bactericidally effective amount of a compound according to claim 1. 
     
     
       8. The method according to claim 7 in which said compound is N-methyl-N-(3-trifluoromethylphenylsulfenyl)-1-methylthioacetaldoxime-carbamate,   1,3-thiolane-2-oximino-carbamate,   N-methyl-N-(3-trifluoromethylphenylsulfenyl)    N-methyl-N-(3-trifluoromethylphenylsulfenyl)-2-methyl-2-methylthiopropionaldoxime-carbamate, or   N-methyl-N-(3-trifluoromethylphenylsulfenyl)-1-methylthioglyoxylic acid dimethylamide oximecarbamate.